Cosmetic formulations comprising diketo diphenyl pyrrolo-pyrrole pigments

ABSTRACT

The present invention relates to cosmetic formulations comprising at least one pigment of formula (I) wherein all substituents have the meanings as defined in the claims, and wherein the pigments have a specific surface area (BET) of 15-200 m 2 /g, as well as to compositions for making up the skin, both of the face and of the human body, keratinous fibers or superficial body growths, such as the nails, eyelashes, eyebrows or hair, and the lips.

The present invention relates to cosmetic formulations comprising atleast one pigment with an intense and saturated colour, more especially,to compositions for making up the skin, both of the face and of thehuman body, keratinous fibers or superficial body growths, such as thenails, eyelashes, eyebrows or hair, and the lips.

Makeup compositions, such as free or compacted powders, foundations,face powders, eyeshadows, lipsticks, products for concealing rings underthe eyes, blushers, mascaras, eyeliners, lip pencils, eyeliner pencils,nail varnishes and products for making up the body are composed of anappropriate vehicle and of colouring agents of different naturesintended to confer a certain colour on these compositions before and/orafter their application to the skin, lips and/or superficial bodygrowths.

These colouring agents can be lakes, inorganic or organic pigmentsand/or pearlescent pigments or alternatively colorants. Cosmeticscientists have available pigments of inorganic origin, such as ironoxides or mixtures of brown-yellow iron oxides, and pigments of organicorigin. Inorganic pigments, in particular inorganic oxides, have theadvantage of being very stable but have the disadvantage of givingrather drab and pale colours. Organic lakes have the advantage ofconferring more saturated colours on the compositions but the majorityis unstable with respect to light, temperature or pH. Some of theselakes also exhibit the disadvantage of staining the skin in an unsightlyway after application, by escape of the colorant. Pearlescent pigments,for their part, make it possible to obtain varied but never intensecolours with effects which are iridescent but which are generally fairlyweak.

Therefore, there is still a need for further formulations havingimproved colour strength and saturated shades which, in addition to goodtolerability, additionally exhibit outstanding fastness properties in asmany areas as possible.

It has now been found that the formulations according to the inventionmeet those requirements.

By virtue of the pigments used according to the invention in the novelformulations, it is possible to obtain colour shades that hitherto weredifficult to achieve or could not be achieved at all. The new pigmentformulations have outstanding pigmentary properties, such aslightfastness, chroma/saturation, colour strength, hiding power anddispersibility. Further, the colour is almost identical with the colourthat can be achieved on the skin and nails using the novel formulations.As a result it is very readily possible to achieve precisely the desiredcolour shade. The novel formulations are distinguished especially by thefact that they exhibit no “bleeding” of the pigments into the skin andthe nails, that is to say sharp outlines are obtained therewith on theskin and the nails themselves are not stained.

An embodiment of the invention is a cosmetic formulation comprising atleast one pigment of formula (I)

wherein

-   R₁ signifies hydrogen; SO₃M; linear or branched C₁-C₁₈alkyl, which    can be unsubstituted or substituted by one or more halogen, OH, OR₃,    SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or    branched C₁-C₄alkoxy, which can be unsubstituted or substituted by    one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄,    CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl, which can be unsubstituted    or substituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂,    NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M,-   R₂ signifies hydrogen; SO₃M; linear or branched C₁-C₁₈alkyl, which    can be unsubstituted or substituted by one or more halogen, OH, OR₃,    SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or    branched C₁-C₄alkoxy, which can be unsubstituted or substituted by    one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄,    CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl, which is substituted by one    or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄,    OCOR₃ or SO₃M, wherein    -   R₃ signifies linear or branched C₁-C₃₀alkyl; C₃-C₃₀-alkenyl;        C₃-C₁₂cycloalkyl; C₆-C₁₄aryl, which can be unsubstituted or        substituted by one or more C₁-C₆alkyl, C₅-C₆cycloalkyl,        C₁-C₆alkoxy, C₁-C₆thioalkyl or halogen; C₇-C₂₄aralkyl, which can        be unsubstituted or substituted by one or more C₁-C₆alkyl,        C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl or halogen or        C₈-C₂₄aralkenyl, which can be unsubstituted or substituted by        one or more C₁-C₆alkyl, C₅-C₆cycloalkyl, C₁-C₆alkoxy,        C₁-C₆thioalkyl or halogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl,        wherein the ring contains at least one heteroatom selected from        the group of N, O or S,    -   R₄ signifies hydrogen; linear or branched C₁-C₃₀alkyl;        C₃-C₃₀-alkenyl; C₃-C₁₂cycloalkyl; C₆-C₁₄aryl, which can be        unsubstituted or substituted by one or more C₁-C₆alkyl,        C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₈thioalkyl or halogen;        C₇-C₂₄aralkyl, which can be unsubstituted or substituted by one        or more C₁-C₆alkyl, C₅-C₆cloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl        or halogen or C₈-C₂₄aralkenyl, which can be unsubstituted or        substituted by one or more C₁-C₆alkyl, C₅-C₆cycloalkyl,        C₁-C₆alkoxy, C₁-C₆thioalkyl or halogen; or        C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains at        least one heteroatom selected from the group of N, O or S, and-   M signifies hydrogen; a metal atom; or an unsubstituted or    substituted ammonium group, wherein the pigments have a specific    surface area (BET) of 15-200 m²/g, and with the proviso that if    -   (i) R₁ is H or Cl in 4 position, then R₂ is not H or Cl in 4        position.

The specific surface area (BET) is measured according to the methoddeveloped by Brunauer, Emmet and Teller. The standardized method isdescribed in DIN 66131 and DIN 66132.

Preferably, the pigments have a specific surface area (BET) of 20-200m²/g, even more preferred of 25-200 m²/g.

Further preferred, the pigments have a specific surface area (BET) of15-170 m²/g, more preferred of 15-150 m²/g.

Further more preferred, the pigments have a specific surface area (BEr)of 20-170 m²/g, even more preferred of 20-150 m²/g.

Especially preferred, the pigments have a specific surface area (BET) of25-170 m²/g, very especially preferred of 25-150 m²/g.

The pigments according to the present invention have an average primaryparticle size of <0.2 μm. Preferably, the pigments according to thepresent invention have an average primary particle size <0.1 μm. Morepreferably, the pigments according to the present invention have anaverage primary particle size <0.2 μm and >0.01 μm, preferably >0.015μm, even more preferably >0.02 μm.

Especially preferably, the pigments according to the present inventionhave an average primary particle size <0.1 μm and >0.01 μm,preferably >0.015 μm, even more preferably >0.02 μm.

The primary particle size is defined as the length of the longestdimension and it is estimated by the analysis of the transmissionelectron microscopy.

The alkyl and alkoxy radicals can be linear or branched and can bechosen for example, from methyl, ethyl, n- and isopropyl, n-, sec-,tert- or isobutyl, n-, sec-, tert- or isopentyl radicals; the alkenylradicals can be linear or branched and can be chosen for example fromallyl, methallyl, 2-butenyl, 2-hexenyl, 3-hexenyl or 2-octenyl radicals.

The alkyl chains can also interrupted by one or more heteroatoms, suchas N, O or S.

The halogen atom can preferably be Cl, Br or F.

Preferably M is hydrogen, sodium, potassium, lithium or an unsubstitutedor substituted ammonium group.

In a preferred embodiment of the present invention R₁ signifieshydrogen; linear or branched C₁-C₁₂alkyl, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or branched C₁-C₄alkoxy, which canbe unsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,NH₂, SO₂NR₃R₄, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl,which can be unsubstituted or substituted by one or more halogen, OH,OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M, whereinR₃, R₄ and M have the same meanings as defined above.

In a preferred embodiment of the present invention R₂ signifieshydrogen; linear or branched C₁-C₁₂alkyl, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or branched C₁-C₄alkoxy, which canbe unsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl,which is substituted by one or more halogen, OH, OR₃, SR₃, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M,

wherein R₃, R₄ and M have the same meanings as defined above.

In a more preferred embodiment of the present invention R₁ signifieshydrogen; linear or branched C₁-C₁₂alkyl, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or branched C₁-C₄alkoxy, which canbe unsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl,which can be unsubstituted or substituted by one or more halogen, OH,ORE, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M, whereinR₃ signifies linear or branched C₁-C₁₈alkyl; C₃-C₁₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, R₄ signifieshydrogen; linear or branched C₁-C₁₈alkyl; C₃-C₁₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstitied or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, and

M signifies hydrogen; a metal atom; or an unsubstituted or substitutedammonium group.

In a more preferred embodiment of the present invention R₂ signifieshydrogen; linear or branched C₁-C₁₂alkyl, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear or branched C₁-C₄alkoxy, which canbe unsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl,which is substituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄,NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M, wherein

R₃ signifies linear or branched C₁-C₁₈alkyl; C₃-C₁₈alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S,

R₄ signifies hydrogen; linear or branched C₁-C₁₈alkyl; C₃-C₁₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, and

M signifies hydrogen; a metal atom; or an unsubstituted or substitutedammonium group.

An especially preferred embodiment of the invention is a cosmeticformulation comprising at least one pigment of formula (I)

wherein

-   R₁ signifies hydrogen; linear or branched C₁-C₈alkyl, which can be    unsubstihued or substituted by one or more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄    or COOR₄; linear or branched C₁-C₄alkoxy, which can be unsubstituted    or substituted by one or more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄;    halogen; phenyl, which can be unsubstituted or substituted by one or    more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄,-   R₂ signifies hydrogen; linear or branched C₁-C₈alkyl, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; linear or branched C₁-C₄alkoxy, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; halogen; phenyl, which is substituted by one or more    OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄,    -   wherein    -   R₃ signifies linear or branched C₁-C₁₂alkyl; C₃-C₁₂-alkenyl;        C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or        substituted by one or more C₁-C₄alkyl, C₅-C₆cycloalkyl,        C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen; C₇-C₁₂aralkyl, which can        be unsubstituted or substituted by one or more C₁-C₄alkyl,        C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen or        C₈-C₁₂aralkenyl, which can be unsubstituted or substituted by        one or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy,        C₁-C₄thioalkyl or halogen; C₁-C₄alkylene-morpholino; or        C₁-C₄alkylene-piperidino, and    -   R₄ signifies hydrogen; linear or branched C₁-C₁₂alkyl;        C₃-C₁₂-alkenyl; C₃-C₈cycloalkyl; C₆-C₆aryl, which can be        unsubstituted or substituted by one or more C₁-C₄alkyl,        C₆-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen;        C₇-C₁₂aralkyl, which can be unsubstituted or substituted by one        or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl        or halogen or C₈-C₁₂aralkenyl, which can be unsubstituted or        substituted by one or more C₁-C₄alkyl, C₅-C₆cycloalkyl,        C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen;        C₁-C₄alkylene-morpholino; or C₁-C₄alkylene-piperidino,        wherein the pigments have a specific surface area (BET) of        15-200 m²/g, preferably of 20-200 m²/g, more preferably of        25-200 m²/g and with the proviso that if    -   (i) R₁ is H or Cl in 4 position, then R₂ is not H or Cl in 4        position.

All preferences for the specific surface area as defined above alsoapply for the especially preferred embodiment of the invention.

A very especially preferred embodiment of the invention is a cosmeticformulation comprising at least one pigment of formula (I)

wherein

-   R₁ signifies hydrogen; linear or branched C₁-C₆alkyl, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; linear or branched C₁-C₄alkoxy, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; halogen; phenyl, which can be unsubstituted or    substituted by one or more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄,-   R₂ signifies hydrogen; linear or branched C₁-C₆alkyl, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; linear or branched C₁-C₄alkoxy, which can be    unsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄,    NR₃R₄ or COOR₄; halogen; phenyl, which is substituted by one or more    OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄,    -   wherein    -   R₃ signifies linear or branched C₁-C₈alkyl; C₃-C₈alkenyl;        C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or        substituted by one or more C₁-C₄alkyl, C₅-C₆cycloalkyl,        C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen; C₇-C₁₂aralkyl, which can        be unsubstituted or substituted by one or more C₁-C₄alkyl,        C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen or        C₈-C₁₂aralkenyl, which can be unsubstituted or substituted by        one or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy,        C₁-C₄thioalkyl or halogen; C₁-C₄alkylene-morpholino; or        C₁-C₄alkylene-piperidino and    -   R₄ signifies hydrogen; linear or branched C₁-C₈alkyl;        C₃-C₈-alkenyl; C₃-C₈cycloalkyl; C₆-C₈aryl, which can be        unsubstituted or substituted by one or more C₁-C₄alkyl,        C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen;        C₇-C₁₂aralkyl, which can be unsubstituted or substituted by one        or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl        or halogen or C₈-C₁₂aralkenyl, which can be unsubstituted or        substituted by one or more C₁-C₄alkyl, C₅-C₆cycloalkyl,        C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen;        C₁-C₄alkylene-morpholino; or C₁-C₄alkylene-piperidino,        wherein the pigments have a specific surface area (BET) of        15-200 m²/g, preferably, 20-200 m²/g, more preferably 25-200        m²/g and with the proviso that if    -   (i) R₁ is H or Cl in 4 position, then R₂ is not H or Cl in 4        position.

All preferences for the specific surface area as defined above alsoapply for the very especially preferred embodiment of the invention.

The pigment of the invention may be transparent or opaque and can be aphysical mixture or a solid solution or a mixed crystal of two or morepigments of the formula (I) or of pigments of the formula (I) with oneor more of other organic pigments. The pigment of the invention mayoptionally be combined with other pigments for shifting the colour ofthe formulation or for enhancing the colour power and/or goniochromaticproperties of crystal liquid or multilayer pigments havinggoniochromatic properties.

The manufacture of the diketodiarylpyrrolo-pyrroles of formula (I) isdisclosed in particular in the Ciba-Geigy documents EP-A-94,911,EP-A-542,669, EP-A-787,730, EP-A-787,731 and WO-A-96/08537. The specificsurface area (BET) and the average primary particle size can becontrolled by commonly known methods, such as growth inhibitors, acidpasting, basic reprecipitation, mechanical methods, for example dry(salt) grinding (or milling), kneading, wet milling etc.

The pigment according to the invention may be incorporated in a cosmeticformulation, in an amount which can be easily determined by a personskilled in the art on the basis of his broad knowledge and which can inparticular range from 0.01 to 50% by weight with respect to the weightof the formulation, preferably in an amount ranging from 0.5 to 25% byweight. This pigment can be also fixed on a polymer in particular bygraphing or embedding. Moreover, it is also possible to use one or morepigments of formula (I) together with other pigments, goniochromaticpigments and/or colourants such as are employed in cosmeticformulations. Pigments other than those of formula (I) may be present inthe formulation in an amount ranging from 0 to 25% of the weight of thefinal formulation and preferably from 2 to 15%. Preferred inorganicpigments are, for example, titanium, zirconium or cerium oxides, as wellas zinc, iron or chromium oxides and ferric blue. Preferred organicpigments are, for example, carbon black and barium, strontium, calciumand aluminium lakes.

Further suitable pigments are those described in EP408498, EP953343 orWO0033795. If desired, the pigments may also be used in the form ofsurface-modified pigments, for example modified by perfluoroalkylphosphate, methylpolysiloxanes, methyl-hydrogen-polysiloxanes orchitosan. Suitable modified pigments are, for example, those describedby B. G. Hays in Am. Inkmaker, (June, 1984) 28, (October, 1986) 13 and(November, 1990) 28.

In addition, it is also possible to use solid solutions of thepyrrolo-[3,4-c]-pyrroles, for example solid solutions consisting of twodifferent compounds of that type, such as are described in U.S. Pat. No.4,783,540, or solid solutions of pyrrolo-[3,4-]-pyrroles andquinacridones, such as are described in U.S. Pat. No. 4,810,304, orsolid solutions consisting of two different pyrrolo-[3,4-c]-pyrroles andquinacridones, such as are described in U.S. Pat. No. 5,529,623.

Such optionally modified pigments are advantageously used in the form ofpigment preparations in which the pigment is already in dispersed form.Suitable preparations are described, for example, in W. Herbst, K.Hunger: Industrielle organische Pigmente, VCH Verlags-gesellschaft 1995,page 92 ff.

Therefore, a further embodiment of the present invention relates to acosmetical formulation comprising, based on the total weight of theformulation,

-   a) from 0.0001 to 50% by weight, preferably from 0.0001 to 25% by    weight, of at least one pigment of formula (I), and-   b) from 50 to 99.9999% by weight, preferably from 75 to 99.9999% by    weight, of a cosmetically suitable carrier.

Suitable carriers for the cosmetic preparations and formulationsaccording to the invention are the conventional materials used in suchcompositions.

The cosmetic preparations and formulations according to the inventionmay be in the form of, for example, sticks, ointments, creams,emulsions, suspensions, dispersions, powders or solutions. They are, forexample, lipsticks, mascara preparations, make-up for the cheeks,eyeshadows, foundations, eyeliners, powders or nail varnishes.

When the preparations are in the form of sticks, for example lipsticks,eyeshadows, make-up for the cheeks or foundations, such preparationsconsist for a considerable part of fatty components, which may consistof one or more waxes, for example ozocerite, lanolin, lanolin alcohol,hydrogenated lanolin, acetylated lanolin, lanolin wax, beeswax,candelilla wax, microcrystalline wax, carnauba wax, cetyl alcohol,stearyl alcohol, cocoa butter, lanolin fatty acids, petrolatum,petroleum jelly, mono-, di- or tri-glycerides or -fatty esters that aresolid at 25° C., silicone waxes, such asmethyloctadecane-oxypolysiloxane andpoly(dimethylsiloxy)-stearoxysiloxane, stearic acid monoethanolamine,colophane and derivatives thereof, such as glycol abietates and glycerolabietates, hydrogenated oils that are solid at 25° C., sugar glyceridesand oleates, myristates, lanolates, stearates and dihydroxy stearates ofcalcium, magnesium, zirconium and aluminium.

The fatty component may also consist of a mixture of at least one waxand at least one oil, in which case the following oils, for example,come into consideration: paraffin oil, purcellin oil, perhydrosqualene,sweet almond oil, avocado oil, calophyllum oil, castor oil, sesame oil,jojoba oil, mineral oils having a boiling point of approximately from310 to 410° C., silicone oils, such as dimethylpolysiloxane, linoleicalcohol, linolenic alcohol, oleyl alcohol, cereal grain oils, such aswheatgerm oil, isopropyl lanolate, isopropyl palmitate, isopropylmyristate, butyl myristate, cetyl myristate, hexadecyl stearate, butylstearate, decyl oleate, acetyl glycerides, octanoates and decanoates ofalcohols and polyalcohols, for example of glycol and glycerol,ricinoleates of alcohols and polyalcohols, for example of cetyl alcohol,isostearyl alcohol, isocetyl lanolate, isopropyl adipate, hexyl laurateand octyldodecanol.

The fatty components in such preparations in the form of sticks maygenerally account for up to 99.9999% by weight of the total weight ofthe preparation.

The cosmetic preparations and formulations according to the inventionmay additionally comprise further constituents, for example glycols,polyethylene glycols, polypropylene glycols, monoalkanolamides, undyedpolymeric, inorganic or organic fillers, preservatives, UV filters orother adjuvants and additives conventionally employed in cosmetics.

Such further constituents are, for example, a natural or a synthetic ora semi-synthetic di- or tri-glyceride, a mineral oil, a silicone oil, awax, a fatty alcohol, a Guerbet alcohol or an ester thereof, alipophilic functional cosmetic active ingredient including sunscreens,or a mixture of such substances.

A lipophilic functional cosmetic active ingredient suitable for skincosmetics, an active ingredient combination or an active ingredientextract is an ingredient or a mixture of ingredients that is approvedfor dermal or topical application. The following may be mentioned by wayof example:

-   -   active ingredients having a cleansing action on the skin surface        and the hair. These include all substances that serve to cleanse        the skin, such as oils, soaps, soapless detergents and solid        substances;    -   active ingredients having a deodorizing and        perspiration-inhibiting action: they include antiperspirants        based on aluminium or zinc salts, deodorants comprising        bactericidal or bacteriostatic deodorizing substances, for        example tridosan, hexachlorophene, alcohols and cationic        substances, for example quaternary ammonium salts, and odour        absorbers, for example ®Grillocin (combination of zinc        ricinoleate and various additives) or triethyl citrate,        optionally in combination with an antioxidant, for example butyl        hydroxytoluene) or ion-exchange resins;    -   active ingredients that offer protection against sunlight (UV        filters): suitable active ingredients are filter substances        (sunscreens) that are able to absorb W radiation from sunlight        and convert it into heat. According to the desired action, the        following light-protection agents are preferred:        light-protection agents that selectively absorb sunburn-causing        high-energy UV radiation in the range of approximately from 280        to 315 nm (UV-B absorbers) and transmit the longer-wave range of        approximately from 315 to 400 nm (UV-A range), as well as        light-protection agents that absorb only the longer-wave        radiation of the UV-A range of from 315 to 400 nm (UV-A        absorbers).    -   Suitable light-protection agents are, for example, organic UV        absorbers from the class of the p-aminobenzoic acid derivatives,        salicylic acid derivatives, benzophenone derivatives,        dibenzoylmethane derivatives, diphenyl acrylate derivatives,        benzofuran derivatives, polymeric UV absorbers comprising one or        more organosilicon radicals, cinnamic acid derivatives, camphor        derivatives, trianilino-s-triazine derivatives,        phenylbenzimidazole sulfonic acid and salts thereof, menthyl        anthranilates, benzotriazole derivatives, and/or an inorganic        micropigment selected from aluminium oxide- or silicon        dioxide-coated TiO₂, zinc oxide or mica;    -   active ingredients against insects (repellents): repellents are        agents that are to prevent insects from touching the skin and        becoming active there. They drive insects away and evaporate        slowly. The most frequently used repellent is diethyl toluamide        (DEET). Other common repellents will be found in VW. Raab and U.        Kindl, “Pflegekosmetik”, Gustav-Fischer-Verlag Stuttgart/New        York, 1991, p. 161;    -   active ingredients providing protection against chemical and        mechanical influences: these include all substances that form a        barrier between the skin and external harmful substances, for        example paraffin oils, silicone oils, vegetable oils, PCL        products and lanolin for protection against aqueous solutions,        film-forming agents, such as sodium alginate, triethanolamine        alginate, polyacrylates, polyvinyl alcohol or cellulose ethers        against the effect of organic solvents, or substances based on        mineral oils, vegetable oils or silicone oils as “lubricants”        against severe mechanical stresses on the skin;    -   moisturizing substances: the following substances, for example,        are used as moisture-controlling agents (moisturizers): sodium        lactate, urea, alcohols, sorbitol, glycerol, propylene glycol,        collagen, elastin or hyaluronic acid;    -   active ingredients having a keratoplastic effect: benzoyl        peroxide, retinoic acid, colloidal sulfur and resorcinol;    -   antimicrobial agents, for example triclosan or quaternary        ammonium compounds;    -   oily or oil-soluble vitamins or vitamin derivatives that can be        applied dermally: for example vitamin A (getinol in the form of        the free acid or derivatives thereof), panthenol, pantothenic        acid, folic acid, and combinations thereof, vitamin E        (tocopherol), F; essential fatty acids; or niacinamide        (nicotinic acid amide);    -   vitamin-based placenta extracts: active ingredient compositions        comprising especially vitamins A, C, E, B₂₁, B₁₂, folic acid and        biotin, amino acids and enzymes as well as compounds of the        trace elements magnesium, silicon, phosphorus, calcium,        manganese, iron or copper;    -   skin repair complexes: obtainable from inactivated and        disintegrated cultures of bacteria of the bifidus group;    -   plants and plant extracts: for example amica, aloe, beard        lichen, ivy, stinging nettle, ginseng, henna, camomile,        marigold, rosemary, sage, horsetail or thyme;    -   animal extracts: for example royal jelly, propolis, proteins or        thymus extracts;    -   cosmetic oils that can be applied dermally: neutral oils of the        Miglyol 812 type, apricot kernel oil, avocado oil, babassu oil,        cottonseed oil, borage oil, thistle oil, groundnut oil,        gamma-oryzanol, rosehip-seed oil, hemp oil, hazelnut oil,        blackcurrant-seed oil, jojoba oil, cherry-stone oil, salmon oil,        linseed oil, cornseed oil, macadamia nut oil, almond oil,        evening primrose oil, mink oil, olive oil, pecan nut oil, peach        kernel oil, pistachio nut oil, rape oil, rice-seed oil, castor        oil, safflower oil, sesame oil, soybean oil, sunflower oil, tea        tree oil, grapeseed oil or wheatgerm oil.

The preparations in stick form are preferably anhydrous but may incertain cases comprise a certain amount of water which, however, ingeneral does not exceed 40% by weight, based on the total weight of thecosmetic preparation.

If the cosmetic preparations and formulations according to the inventionare in the form of semi-solid products, that is to say in the form ofointments or creams, they may likewise be anhydrous or aqueous. Suchpreparations and formulations are, for example, mascaras, eyeliners,foundations, make-up for the cheeks, eyeshadows, or compositions fortreating rings under the eyes.

If, on the other hand, such ointments or creams are aqueous, they areespecially emulsions of the water-in-oil type or of the oil-in-watertype that comprise, apart from the pigment, from 1 to 98.8% by weight ofthe fatty phase, from 1 to 98.8% by weight of the aqueous phase and from0.2 to 30% by weight of an emulsifier.

Such ointments and creams may also comprise further conventionaladditives, for example perfumes, antioxidants, preservatives,gel-forming agents, UV filters, colourants, pigments, pearlescentagents, undyed polymers as well as inorganic or organic fillers.

If the preparations are in the form of a powder, they consistessentially of a mineral or inorganic or organic filler, for example,talc, zinc stearate, mica, kaolin, nylon powders (in particularOrgasol), polyethylene powders, Teflon, starch, boron nitride,microspheres of copolymers, such as Expancel (Nobel Industrie), Polytrap(Dow Corning), silicone resin microbeads (Tospeard from Toshiba, forexample), polyethylene powder or polyamide powder, as well as adjuvantssuch as binders, colourants, etc.

The fillers may be present in an amount ranging from 0 to 35% of thetotal weight of the composition, preferably from 0.5 to 15%.

Such preparations may likewise comprise various adjuvants conventionallyemployed in cosmetics, such as perfumes, antioxidants, preservatives,etc.

If the cosmetic preparations and formulations according to the inventionare nail varnishes, they consist essentially of nitrocellulose and anatural or synthetic polymer in the form of a solution in a solventsystem, it being possible for the solution to comprise other adjuvants,for example pearlescent agents.

In that embodiment, the dyed polymer is present in an amount ofapproximately from 0.1 to 5% by weight.

The cosmetic preparations and formulations according to the inventionmay also be used for colouring the hair, in which case they are used inthe form of shampoos, creams or gels that are composed of the basicsubstances conventionally employed in the cosmetics industry andcomprise at least one pigment of formula as defined above.

The cosmetic preparations and formulations according to the inventionare prepared in the conventional manner, for example by mixing orstirring the components together, optionally with heating, so that themixtures melt.

The composition examples below are given by way of illustration andwithout a limiting nature.

The Examples which follow serve to illustrate the invention withoutlimiting it thereto. Parts are parts by weight and percentages arepercentages by weight. Temperatures are given in degrees Celsius.

The pigments of formula (I) as defined in Table 1 are used for thefollowing formulation examples.

TABLE 1 Pig- ment R₁ R₂ 1 (4)-CH₃ (4)-CH₃ 2 (3)-CH₃ (3)-CH₃ 3 (4)-Cl(4)-Cl 4 (4)-Br (4)-Br 5 H (4)-CH₃ 6 (4)-OCH₃ (4)-OCH₃ 7 (4)-F (4)-F 8(3)-OCH₃ (3)-OCH₃ 9 (3)-Br (3)-Br 10 (4)-OCH₂CH₃ (4)-OCH₂CH₃ 11 (3)-Cl(3)-Cl 12 (4)-C(CH₃)₃ (4)-C(CH₃)₃ 14 H (4)-CN 15 H (4)-OCH₃ 16 (3)-Cl(4)-Cl 17 (4)-Cl (4)-OCH₃ 18 (4)-Cl (4)-CH₃ 19

(4)-Cl 20 (4)-CH(CH₃)₂ (4)-CH(CH₃)₂ 21 (2)-Cl (2)-Cl 22 H (3)-Cl 23 H(2)-Cl 24 H (4)-Br 25 H (3)-Br 26 H (4)-F 27 H (4)-C(CH₃)₃ 28 H (2)-CH₃29 H (3)-OCH₃ 30

H 31 H (4)-CH(CH₃)₂ 32 (4)-Cl (3)-CH₃ 33 (4)-Cl (3)-Br 34 (4)-Cl(4)-C(CH₃)₃ 35 (4)-OCH₃ (4)-CH₃ 36 (2)-OCH₃ (2)-OCH₃ 37 H (3)-CH₃ 38(3)-Cl (4)-CH₃ 39 (3)-CH₃ (4)-CH₃ 40 (2)-CH₃ (2)-CH₃ 41 H (2)-OCH₃ 42(4)-Cl (3)-OCH₃ 43 (4)-Cl (4)-F 44 (3)-F (3)-F 45 H (3)-F 46 (4)-Cl(4)-Br 47 (4)-C(CH₃)₃ (3)-CH₃ 48 (4)-S(CH₂)₉CH₃ (4)-S(CH₂)₉CH₃ 49 (4)-Cl(2)-Cl 50 H (4)-OCH(CH₃)₂ 51 (4)-Cl (3)-OCH(CH₃)₂ 52

All the above mentioned pigments are prepared according to knownmethods, whereby the specific surface is controlled by a properselection of the method and the corresponding setup or reactionparameters of the given method by which the specific surface area couldbe achieved. Possible methods include for example grinding the crudepigments in the presence or absence of a solvent and where appropriatewith the aid of grinding elements. Typical examples of grinding methodswell known in the literature are dry grinding, wet grinding andkneading. The crude pigments can also be dissolved and re-precipitatedfrom a solution in an appropriate solvent. Typical examples of solventsare concentrated sulphuric acid (acid pasting) or highly polar solventswith the addition of a small amount of a strong alkali. The solution ofthe colorant is then precipitated by mixing with water or an appropriatesolvent with or without an acid or a base. Where appropriate, a pigmentcan also be grown to the desired surface area by stirring in a solventor in an emulsion at a certain temperature (conditioning, Ostwaldripening). In certain cases, the desired surface area can also beachieved by a proper selection of the reaction conditions in the pigmentsynthesis and the subsequent hydrolysis/work up of the pigment.Generally, methods can also be combined to achieve the desired surfacearea. Milling and conditioning are also highly specific and have to beselected and developed depending on the individual pigment. Referencesare given for example in WO 03/064541 and WO 02/068541.

EXAMPLE 1

Cheek Color Number Ingredients Amount [%] 1 Sericite PHN 58.67 2 ZincStearate 4.55 3 Magnesium Carbonate NF Light 2.00 4 Boron Nitride 5.50 5Methyl Paraben 0.20 6 Red Iron Oxide 2.44 7 Pigment 1 1.85 8 D&C Red 30(Talc Blend) 3.76 9 Yellow Iron Oxide 1.36 10 Octyl Palmitate 5.00 11Colorona Russet 8.73 12 Timica Sparkle 4.77 13 Duochrome RY 1.17

Ingredients 1-9 are added and mixed uniformly.

Ingredient 10 is sprayed into the phase and mixed until the phase iscompletely wetted out and uniform.

Ingredients 11-13 are added and the composition is mixed until uniform.Afterwards the mixture is passed through a micropulverizer.

A red cheek color having excellent in-use properties is obtained in thatmanner.

EXAMPLE 2

Cheek Color Number Ingredients Amount [%] 1 Alpine Talc 141 60.80 2 ZincStearate 5.00 3 Kaolin 2.00 4 Boron Nitride 5.00 5 Methyl Paraben 0.20 6Pigment 1 2.21 7 FD&C Yellow 5 Aluminum 0.57 8 Ultramarine Violet 1.46 9Manganese Violet 3.73 10 Octyl Palmitate 5.00 11 Cloisonne Gold 7.75 12Cloisonne Red 4.48 13 Flamenco Superpearl 100 1.80

Ingredients 1-9 are added and mixed uniformly. Ingredient 10 is sprayedinto the phase and mixed until the phase is completely wetted out anduniform. Ingredients 11 and 12 are added and the composition is mixeduntil uniform. Afterwards the mixture is passed through amicropulverizer.

A red cheek color having excellent in-use properties is obtained in thatmanner.

EXAMPLE 3

Powder Eyeshadow Number Ingredients Amount [%] 1 Alpine Talc 141 57.58 2Zinc Stearate 5.26 3 Boron Nitride 5.26 4 Propyl Paraben 0.32 5 SericitePHN 10.53 6 Pigment 1 2.63 7 Ferric Ferrocyanide 0.53 8 Octyl Palmitate5.26 9 Duochrome BR 12.63

Ingredients 1-7 are added and mixed uniformly. Ingredient 8 is sprayedinto the phase and mixed until the phase is completely wetted out anduniform. Ingredient 9 is added and the composition is mixed untiluniform. Afterwards the mixture is passed through a micropulverizer.

Powder eyeshadow having excellent in-use properties is obtained in thatmanner.

EXAMPLE 4

Eyeshadow Formulation Number Ingredients Amount [%] 1 Sericite PHN 57.592 Zinc Stearate 5.26 3 Boron Nitride 5.26 4 Propyl Paraben 0.32 5 WetGround Mica PGM-3 5.26 6 Nylon-12 5.26 7 Pigment 1 2.63 8 FerricFerrocyanide 0.53 9 Octyl Palmitate 5.26 10 Duochrome BR 12.63

The formulation is prepared in analogy of Example 3.

A powder eyeshadow having excellent in-use properties is obtained inthat manner.

EXAMPLE 5

A waterproof eyeshadow cream having excellent in-use properties has thefollowing composition: Number Ingredients Amount [%] 1 acrylicacid/butyl acrylate/methyl 10.00 methacrylate copolymer, 30% emulsion 2Pigment 1 10.00 3 mineral oil 8.50 4 glycerol 5.50 5 microcrystallinewax 3.00 6 stearic acid 3.00 7 ultramarine blue 2.00 8 sorbitanmonostearate 1.50 9 TEA 1.50 10 lanolin 1.00 11methyl-hydroxypropylcellulose 0.50 12 preservative qs 13 water to 100

EXAMPLE 6

A waterproof eyeshadow gel having excellent in-use properties has thefollowing composition: Number Ingredients Amount [%] 1 propylene glycol5.00 2 sucrose distearate 3.00 3 isopropyl palmitate 3.00 4 mineral oil3.00 5 lanolin oil 2.00 6 synthetic hectorite 2.00 7 di-Na-EDTA 0.02 8Pigment 1 1.00 9 CI Pigment Blue 15 0.50 10 preservative qs 11 water to100

EXAMPLE 7

Face powder Number Ingredients Amount [%] 1 Alpine Talc 141 33.97 2 WetGround Mica PGM-3 5.00 3 Zinc Stearate 5.00 4 Nylon-12 3.00 5 AluminumStarch Octenylsuccinate 25.00 6 Boron Nitride 2.00 7 Silica 10.00 8Methyl Paraben 0.25 9 Propyl Paraben 0.10 10 Imidazolidinyl Urea 0.30 11Magnesium Carbonate NF Light 1.00 12 TiO₂ pigment 6.00 13 Pigment 1 0.0814 Yellow Iron Oxide 1.10 15 Black Iron Oxide 0.10 16 Octyl Palmitate3.00 17 Lanolin Oil 3.00 18 Tocopheryl Acetate 0.10 19 Mineral Oil 1.00

Ingredients 1-15 are added and mixed uniformly. The mixture is passedthrough a micropulverizer. After mixing, ingredients 16-19 are sprayedinto the phase and mixed until the phase is completely wetted out anduniform. Afterwards the mixture is passed through a micropulverizer.

A face powder having excellent in-use properties is obtained in thatmanner.

EXAMPLE 8

Powder Foundation Number Ingredients Amount [%] 1 Alpine Talc 141 50.3 2Sericite PHN 21.71 3 Zinc Stearate 6.12 4 Kaolin 1.02 5 Silica 1.02 6Boron Nitride 3.32 7 Methyl Paraben 0.31 8 Magnesium Carbonate NF Light1.53 9 Pigment 1 1.08 10 Black Iron Oxide 0.56 11 Yellow Iron Oxide 7.0312 TiO₂ pigment 0.90 13 Octyl Palmitate 4.08 14 Lanolin Alcohol 1.02

Ingredients 1-12 are added and mixed uniformly. The mixture is passedthrough a micropulverizer. After mixing at elevated temperature,ingredients 13 and 14 are sprayed into the phase and mixed until thephase is completely wetted out and uniform. Afterwards the mixture ispassed through a micropulverizer.

A powder foundation having excellent in-use properties is obtained inthat manner.

EXAMPLE 9

Face Powder Number Ingredients Amount [%] 1 Alpine Talc 141 75.8 2Sericite PHN 9.62 3 Zinc Stearate 5.15 4 Magnesium Carbonate NF Light0.10 5 Nylon-12 1.01 6 Silica 1.01 7 Pigment 1 0.84 8 Yellow Iron Oxide2.53 9 Black Iron Oxide 0.51 10 Methyl Paraben 0.20 11 Propyl Paraben0.10 12 Octyl Palmitate 1.01 13 Mineral Oil 1.01 14 Dimethicone 1.01 15Tocopheryl Acetate 0.10

Ingredients 1-11 are added and mixed uniformly. The mixture is passedthrough a micropulverizer. After mixing, ingredients 12-15 are sprayedinto the phase and mixed until the phase is completely wetted out anduniform. Afterwards the mixture is passed through a micropulverizer.

A face powder having excellent in-use properties is obtained in thatmanner.

EXAMPLE 10

A foundation of the following composition is used: Number IngredientsAmount [%] 1 Cutina KD 16 0.80 2 Cutina FS 45 1.40 3 Lanette 16 1.00 4Arlacel 60 0.20 5 paraffin oil pearl 8.00 6 isopropyl stearate 6.00 7Myritol 318 4.00 8 Softisan 100 2.00 9 Abil 100 0.20 10 Controx KS 0.0511 Uniphen P 23 1.00 12 talcum Pharma G 5.00 13 titanium white 6.00 14Pigment 1 1.50 15 demineralized H₂O 56.10 16 propylene carbonate 0.10 17Veegum ultra 0.80 18 glycerol 87% 5.00 19 Natrosol 250 HHR 0.30 20 TEAC, pure 0.55

Substances 1-11 are melted together, and substance 12 is dispersed inthat mixture. The mixture is then heated to from 75 to 80° C.

Separately therefrom, substances 15 and 16 are mixed, and substance 17is dispersed homogeneously in that mixture. Substance 19 is thendistributed homogeneously in that mixture; once the increase in swellinghas ceased, substance 18 is stirred in and the whole mixture is heatedto from 75 to 80° C.

The second mixture is then added to the first mixture, with intensivestirring, substance 20 is then stirred in homogeneously, and theresulting emulsion is stirred until it has cooled to room temperature.Substances 13 and 14 are then dispersed in by means of a dissolver, andthe resulting make-up is then passed through a triple roller.

There is obtained a red make-up having excellent in-use properties andan intense bright red colour of outstanding fastness to light.

EXAMPLE 11

A powder foundation of the following composition is used NumberIngredients Amount [%] Phase A 1 Talc 48.20 2 Mica and Methicone 34.00(Toshiki Sericite OS-61D) 3 Pigment 1 5.00 4 Kaolin 6.00 5 Zinc Stearate3.00 6 Methyl Paraben 0.20 7 Propyl Paraben 0.10 Phase B 8 DicaprylylMaleate 3.00 9 PEG-400 Diisostearate 0.50

Phase A is put into high shear mixer and mixed until color arecompletely extended. All ingredients of phase B are put together andmixed until phase B is fully homogenous.

Phase B is sprayed to phase A with high mixing.

The united phases are mixed fully homogenous by a high shear mixer.

There is obtained a powder foundation having excellent in-use propertiesand an intense bright red colour of outstanding fastness to light.

EXAMPLE 12

Lipstick Formulation Number Ingredients Amount [%] 1 Castor Oil LISP15.00 2 Pigment 1 1.40 3 FD&C Blue 1 B3016 Aluminum Lake 0.25 4 FD&CYellow 5 B3014 Aluminum Lake 0.20 5 TiO₂ pigment 3.00 6 Cosmetic YellowC33-8073 1.00 7 Red Iron Oxide 3080 3.20 8 Castor Oil LISP 31.40 9 WhiteBeeswax 2.00 10 Performalene 400 4.00 11 Camauba Wax 2.00 12 CandelillaWax 5.00 13 Caprylic/Capric Triglyceride 8.00 14 Octyl Methoxycinnamate7.50 15 Lanolin Oil 2.00 16 Stearyl Alcohol 2.00 17 Jojoba Oil 6.00 18Shea Butter 2.00 19 Cetyl Palmitate 3.00 20 Propyl Paraben 0.20 21Tocopheryl Acetate 0.10 22 Lipstick Fragrance 0.75

Ingredients 8-21 are mixed at a temperature of 75-80° C. until the phaseis uniform. Ingredients 1-7 are mixed together and grinded in a ballmill or 3-roll mill. Afterwards ingredients 1-7 are added to the mixtureof ingredients 8-21. The mixture is mixed at a temperature of 75-80° C.Afterwards Ingredient 22 is added and the mixture is mixed at atemperature of about 70° C.

A lipstick having excellent in-use properties is obtained in thatmanner.

EXAMPLE 13

Lipstick Formulation Number Ingredients Amount [%] 1 Ozokerite Wax 4.022 Camauba Wax 3.76 3 Candelilla Wax 4.74 4 White Beeswax 7.98 5 MyristylLactate 5.37 6 Octyl Palmitate 3.63 7 Shea Butter 1.00 8 IsopropylPalmitate 3.45 9 Castor Oil USP 41.62 10 Propyl Paraben 0.20 11Isopropyl Isostearate 2.55 12 Castor Oil USP 10.00 13 Pigment 1 2.74 14TiO₂ pigment 3.22 15 Red Iron Oxide 3080 1.23 16 FD&C Yellow 5 B3014Aluminum Lake 1.78 17 FD&C Blue 1 B3016 Aluminum Lake 0.21 18 CloisonneGold 2.00 19 Lipstick Fragrance 0.50

Ingredients 1-11 are mixed at a temperature of 75-80° C. until the phaseis uniform. Ingredients 12-18 are mixed together and grinded in a ballmill or 3-roll mill. Afterwards ingredients 12-18 are added to themixture of ingredients 1-11. The mixture is mixed at a temperature of75-80° C. Afterwards Ingredient 19 is added and the mixture is mixed ata temperature of about 70° C.

A lipstick having excellent in-use properties is obtained in thatmanner.

EXAMPLE 14

A lipstick base of the following composition is used: Number IngredientsAmount [%] 1 cera alba 11.40 2 candelilla wax 8.10 3 carnauba wax 3.80 4Lunacera M 6.00 5 castor oil 38.80 6 Controx KS 0.10 7 aromatic oil 1.008 Amerlate P 2.50 9 OH Ian 1.60 10 isopropyl palmitate 10.10 11 DowCorning 556 2.80 12 Dow Corning 1401 3.30 13 TiO₂ pigment 2.30 14Pigment 1 8.20

Substances 8-10 are mixed together, and substances 13 and 14 aredispersed in that mixture. The resulting paste is then passed severaltimes through a triple roller.

In the meantime, substances 1-6 are melted and stirred togetherhomogeneously, and then substances 7, 11 and 12 are stirred in.

The two mixtures are then mixed together while hot until homogeneousdistribution is achieved. The hot mass is then poured into a lipstickmould and allowed to cool.

There are obtained lipsticks having an intense bright red colour ofoutstanding fastness to light and very good gloss.

EXAMPLE 15

A water-in-oil lipstick emulsion having the following composition isprepared analogously to Example 14: Number Ingredients Amount [%] 1mineral oil 28.50 2 glycerol bis(2-heptylundecanoate) 28.50 3 Pigment 19.20 4 polyethylene wax 10.00 5 candelilla wax 10.00 6 ceresin wax 5.7 7water 3.00 8 glycerol 2.00 9 carnauba wax 1.40 10 castor oil 1.45 11magnesium aluminium silicate 0.15 12 benzyldimethylstearylammoniumchloride 0.05 13 hydrogenated lecithin 0.05

There are obtained lipsticks having an intense bright red colour ofoutstanding fastness to light and very good gloss.

EXAMPLE 16

An oil-in-water lipstick emulsion having the following composition isprepared analogously to Example 14: Number Ingredients Amount [%] 1glycerol tri-2-ethylhexanoate 31.80 2 jojoba oil 20.00 3 ceresin wax10.00 4 castor oil 10.00 5 Pigment 1 10.00 6 lanolin oil 5.00 7 water5.00 8 microcrystalline wax 3.00 9 canauba wax 2.00 10 surface-activesubstances based on alkyl ethers 2.00 11 glycerol 1.00 12 polyvinylalcohol 0.20

There are obtained lipsticks having an intense bright red colour ofoutstanding fastness to light and very good gloss.

EXAMPLE 17

A non-greasy lipstick having the following composition is preparedanalogously to Example 14: Number Ingredients Amount [%] 1 white beeswax20.00 2 ozocerite 10.00 3 Pigment 1 9.00 4 anhydrous lanolin 5.00 5propylene glycol recinoleate 4.00 6 liquid paraffin 3.00 7 isopropylmyristate 3.00 8 carnauba wax 2.50 9 cetyl alcohol 2.00 10 CI PigmentBlue 15 1.00 11 castor oil 40.50

There are obtained lipsticks having an intense bright red colour ofoutstanding fastness to light and very good gloss.

EXAMPLE 18

A transfer-resistant lipstick having the following composition isprepared analogously to Example 14: Number Ingredients Amount [%] 1cyclomethicone 50.00 2 isodecane 12.00 3 Pigment 1 8.00 4 synthetic wax7.20 5 isostearyltrimethylpropane-siloxy silicate 6.00 6 cetylstearate/acetylated lanolin, 90:10 6.00 7 ceresin 4.80 8 paraffin 3.60 9TiO₂ pigment 2.00 10 methylparaben 0.30 11 propylparaben 0.10

There are obtained lipsticks having an intense bright red colour ofoutstanding fastness to light and very good gloss.

EXAMPLE 19

Liquid Make-up Formulation Number Ingredients Amount [%] 1 DeionizedWater 50.46 2 Magnesium Aluminum Silicate 2.06 3 Carboxy MethylCellulose 0.1 4 Lecithin 0.10 5 Methyl Paraben 0.31 6 ImidazolidinylUrea 0.52 7 Butylene Glycol 5.16 8 Triethanolamine 99% 2.06 9 Kaolin2.06 10 TiO₂ pigment 7.73 11 Yellow Iron Oxide 5.46 12 Pigment 1 1.55 13Black Iron Oxide 0.46 14 Alpine Talc 141 2.06 15 Stearic Acid 6.19 16Glyceryl Monostearate Pure 2.58 17 Isopropyl Lanolate 2.06 18 LanolinAlcohol 0.21 19 Mineral Oil 8.25 20 Propyl Paraben 0.10 21 MakeupFragrance 0.52

Ingredients 1-4 are mixed and the ingredients 5-14 are added to thephase and the composition is mixed until completely uniform. The mixtureis milled using either a colloid mill or ball mill. This composition ismixed at a temperature of about 75° C.

Ingredients 15-20 are mixed and heated up to 75° C. Afterwards the oilphase is slowly added to the water phase with continuous mixing. Aftercooling to 50° C. ingredient 21 is added and the composition is mixeduntil completely uniform.

A liquid make-up formulation having excellent in-use properties isobtained in that manner.

EXAMPLE 20

Make-up Formulation Number Ingredients Amount [%] 1 Deionized Water61.21 2 Butylene Glycol 8.00 3 Xantham Gum 0.34 4 Magnesium AluminumSilicate 0.51 5 Imidazolidinyl Urea 0.25 6 Methyl Paraben 0.30 7Triethanolamine 99% 1.31 8 Silica 2.50 9 TiO₂ pigment 5.10 10 Pigment 10.15 11 Yellow Iron Oxide 0.90 12 Black Iron Oxide 0.05 13 CetylEthylhexanoate 3.54 14 Decyl Oleate 3.54 15 C₁₂₋₁₅ Alkyl Benzoate 2.5316 Stearic Acid 3.54 17 Isostearic Acid 1.01 18 Cetyl Alcohol 0.51 19Caprylic/Capric Triglyceride 1.01 20 Propyl Paraben 0.15 21 BHT 0.05 22Dimethicone 3.50

Ingredients 1-4 are mixed and the ingredients 5-12 are added to thephase and the composition is mixed until completely uniform. The mixtureis milled using either a colloid mill or ball mill. This composition ismixed at a temperature of about 75° C.

Ingredients 13-22 are mixed and heated up to 75° C. Afterwards the oilphase is slowly added to the water phase with continuous mixing.

A make-up formulation having excellent in-use properties is obtained inthat manner.

EXAMPLE 21

A make-up stick having excellent in-use properties has the followingcomposition: Number Ingredients Amount [%] 1 mineral oil and lanolinalcohol 22.50 2 Laneth-5 15.00 3 TiO₂ pigment 11.00 4 cetyl alcohol 5.005 carnauba wax 4.50 6 Pigment 1 4.00 7 yellow iron oxide 4.00 8 candillawax 0.50 9 perfume and preservative qs 10 oleyl alcohol to 100

EXAMPLE 22

A blusher (powder) having excellent in-use properties has the followingcomposition: Number Ingredients Amount [%] 1 talcum 58.00 2 zincstearate 15.00 3 rice starch 15.00 4 Pigment 1 12.00 5 perfume q.s.

EXAMPLE 23

The following substances are used for a nail varnish: Number IngredientsAmount [%] 1 sodium selenite 0.01 2 ethyl acetate 20.00 3 isobutylacetate 26.99 4 isopropyl alcohol 2.00 5 toluene 20.00 6 nitrocellulose17.00 7 saccharose acetate isobutyrate 8.00 8 dibutyl phthalate 3.80 91,3-butylene glycol 0.20 10 Pigment 1 1.00 11 stearylalkonium hectorite1.00

A red nail varnish having very good in-use properties and outstandinggloss is obtained. After application of the nail varnish, a waitingperiod of three days and removal of the nail varnish, it is found thatthe nail has remained completely unstained.

EXAMPLE 24

The following substances are used for a water-based nail varnish: NumberIngredients Amount [%] 1 demineralized water 58.85 2 TiO₂ pigment 5.60 3Pigment 1 2.16 4 talcum 5.72 5 potassium cetyl phosphate 1.50 6propylene glycol 8.00 7 Mg—Al silicate 1.00 8 cellulose gum (highviscosity) 0.14 9 ester of saccharose and coconut fatty acid 0.20 10methylparaben 0.20 11 EDTA 0.05 12 propylene glycoldicaprylate/dicaprate 10.80 13 isostearyl-stearyl stearate 2.00 14sorbitan monolaurate 3.00 15 cetyl alcohol 0.50 16 propylparaben 0.10 17DMDM-hydantoin 0.18

A red nail varnish having very good in-use properties and outstandinggloss is obtained. After application of the nail varnish, a waitingperiod of three days and removal of the nail varnish, it is found thatthe nail has remained completely unstained.

EXAMPLE 25

The following substances are used for a mascara formulation: NumberIngredients Amount [%] 1 stearic acid 3.50 2 glycerol stearate 6.00 3beeswax 7.00 4 propylparaben 0.10 5 demineralized water 38.25 6methylparaben 0.10 7 polyvinylpyrrolidone 6.00 8 propylene glycol 3.00 9sodium carboxymethylcellulose 0.15 10 pigment 1 10.40 11 kaolin 3.50 12ethyl acrylate/methyl acrylate (8/2) 22.00

Mixtures of substances 1 to 4 and 5 to 9 are heated separately from oneanother until homogeneous mixtures are formed; the mixtures are thencombined and stirred thoroughly until a homogeneous phase is obtained.Components 10 and 11 are then dispersed in a portion of that phase, andthe dispersion is then added to the remainder. Component 12 is thenadded with stirring.

A mascara formulation having excellent in-use properties is obtained inthat manner.

EXAMPLE 26

A mascara formulation for hair is prepared from the followingcomponents: Number Ingredients Amount [%] 1 mascara base (mixture ofbeeswax, carnauba wax, 15.00 stearic acid, Ceteareth 25, PEG-2 stearate,mineral oil, hydrogenated coconut oil and cetyl alcohol) 2 dimethicone1.50 3 preservative 0.50 4 demineralized water 42.10 5 triethanolamine85% 0.45 6 thickener mixture (xanthan gum, hectorite, 0.45 cellulosegum) 7 pigment 1 10.00 8 acrylate copolymer 30.00

Ingredients 1 are heated to approximately 75° C., with slow stirring, ina steel tank. In a separate vessel, ingredient 3 is dissolved iningredient 4, and ingredient 6 is added in such a manner as to obtain agel that is homogeneous at room temperature. Ingredients 2 and 5 arethen added, and heating to approximately 75° C. is carried out. Withmoderate stirring, the mixture of ingredients 2, 3, 4, 5 and 6 is addedto ingredient 1, and stirring is carried out until the product ishomogeneous. Ingredient 7 is dispersed in a portion of that product bymeans of a three-roll mill, ingredient 8 is added with stirring, and thedispersion is then added to the remainder of the product and mixedthoroughly.

A mascara formulation for hair having good in-use properties isobtained.

EXAMPLE 27

A water-in-oil mascara having excellent in-use properties has thefollowing composition: Number Ingredients Amount [%] 1 polyisobutylene57.60 2 microcrystalline wax 20.00 3 Pigment 1 10.00 4 carnauba wax 7.005 bentonite 3.00 6 beeswax 2.00 7 lanolin 0.40

EXAMPLE 28

A hair mascara having the following composition is prepared analogouslyto Example 26: Number Ingredients Amount [%] 1 Pigment 1 12.00  2 whitebeeswax 6.50 3 propylene glycol 6.00 4 carnauba wax 4.25 5 cetearylalcohol and dicetyl phosphate and 4.00 ceteth-10 phosphate (CrodafosCES) 6 PVP/hydrolysed wheat protein copolymer 4.00 7 Steareth-10 1.00 8stearyl alcohol 1.00 9 PVP 1.00 10 Steareth-2 0.50 11 Laneth-5 0.50 12potassium hydroxide 0.24 13 hydroxyethylcellulose 0.10 14 di-Na-EDTA0.10 15 preservative qs 16 water to 100

A mascara formulation for hair having good in-use properties isobtained.

EXAMPLE 29

A foundation cream having excellent in-use properties has the followingcomposition: Number Ingredients Amount [%] 1 TiO₂ pigment 12.79  2 oleylalcohol 4.57 3 glycerol stearate 3.65 4 propylene glycol 3.65 5 stearicacid 1.83 6 magnesium aluminium silicate 0.91 7 triethanolamine 99% 0.918 CI Iron Oxide Yellow 0.64 9 Pigment 1 0.42 10 CI Pigment Brown 6 0.3711 carboxymethylcellulose 0.10 12 water to 100

In every formulation Example 1-29, Pigment 1 can be replaced by any ofthe pigments 2-24, as well as by mixtures of pigments 1-24 as well as bymixtures of pigments 1-24 with one or more other suitable pigments asdescribed above.

1. A cosmetic formulation comprising at least one pigment of formula(i):

wherein R₁ signifies hydrogen; SO₃M; linear or branched C₁-C₁₈alkyl,which can be unsubstituted or substituted by one or more halogen, OH,OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; linear orbranched C₁-C₄alkoxy, which can be unsubstituted or substituted by oneor more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄,OCOR₃ or SO₃M; halogen; phenyl, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M, R₂ signifies hydrogen; SO₃M; linear orbranched C₁-C₁₈alkyl, which can be unsubstituted or substituted by oneor more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄,OCOR₃ or SO₃M; linear or branched C₁-C₄alkoxy, which can beunsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl,which is substituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄,NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M, wherein R₃ signifies linearor branched C₁-C₃₀alkyl; C₃-C₃₀-alkenyl; C₃-C₁₂cycloalkyl; C₆-C₁₄aryl,which can be unsubstituted or substituted by one or more C₁-C₆alkyl,C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl or halogen; C₇-C₂₄aralkyl,which can be unsubstituted or substituted by one or more C₁-C₆alkyl,C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl or halogen orC₈-C₂₄aralkenyl, which can be unsubstituted or substituted by one ormore C₁-C₆alkyl, C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, R₄ signifieshydrogen; linear or branched C₁-C₃₀alkyl; C₃-C₃₀-alkenyl;C₃-C₁₂cycloalkyl; C₆-C₁₄aryl, which can be unsubstituted or substitutedby one or more C₁-C₆alkyl, C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkylor halogen; C₇-C₂₄aralkyl, which can be unsubstituted or substituted byone or more C₁-C₆alkyl, C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl orhalogen or C₈-C₂₄aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₆alkyl, C₅-C₆cycloalkyl, C₁-C₆alkoxy, C₁-C₆thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, and Msignifies hydrogen; a metal atom; or an unsubstituted or substitutedammonium group, wherein the pigments have a specific surface area (BET)of 15-200 m²/g, and with the proviso that if (i) R₁ is H or Cl in 4position, then R₂ is not H or Cl in 4 position.
 2. A cosmeticformulation according to claim 1, wherein the pigments have a specificsurface area (BET) of 25-200 m²/g.
 3. A cosmetic formulation accordingto claim 1, wherein the pigments have a specific surface area (BET) of15-170 m²/g.
 4. A cosmetic formulation according to claim 1, wherein thepigments have a specific surface area (BET) of 20-150 m²/g.
 5. Acosmetic formulation according to claim 1, wherein the pigments have aspecific surface area (BET) of 25-150 m²/g.
 6. A cosmetic formulationaccording to claim 1, wherein R₁ signifies hydrogen; linear or branchedC₁-C₁₂alkyl, which can be unsubstituted or substituted by one or morehalogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ orSO₃M; linear or branched C₁-C₄alkoxy, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, NH₂, SO₂NR₃R₄, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl, which can beunsubstituted or substituted by one or more halogen, OH, OR₃, SR₃,SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ or SO₃M, wherein R₃, R₄ andM have the same meanings as defined above.
 7. A cosmetic formulationaccording to claim 1, wherein R₂ signifies hydrogen; linear or branchedC₁-C₁₂alkyl, which can be unsubstituted or substituted by one or morehalogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ orSO₃M; linear or branched C₁-C₄alkoxy, which can be unsubstituted orsubstituted by one or more halogen, OH, OR₃, SR₃, SO₂NR₃R₄, NH₂, NR₃R₄,COOR₄, CONR₃R₄, OCOR₃ or SO₃M; halogen; phenyl, which is substituted byone or more halogen, OH, OR₃, SR₃, NH₂, NR₃R₄, COOR₄, CONR₃R₄, OCOR₃ orSO₃M, wherein R₃, R₄ and M have the same meanings as defined above inclaim
 1. 8. A cosmetic formulation according to claim 7, wherein R₃signifies linear or branched C₁-C₁₈alkyl; C₃-C₁₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, R₄ signifieshydrogen; linear or branched C₁-C₁₈alkyl; C₃-C₁₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₈aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₈aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; or C₁-C₄alkylene-C₄-C₈cylcoalkyl, wherein the ring contains atleast one heteroatom selected from the group of N, O or S, and Msignifies hydrogen; a metal atom; or an unsubstituted or substitutedammonium group.
 9. A cosmetic formulation according to claim 1, whereinR₁ signifies hydrogen; linear or branched C₁-C₆alkyl, which can beunsubstituted or substituted by one or more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ orCOOR₄; linear or branched C₁-C₄alkoxy, which can be unsubstituted orsubstituted by one or more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄; halogen;phenyl, which can be unsubstituted or substituted by one or more OR₃,SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄, R₂ signifies hydrogen; linear or branchedC₁-C₆alkyl, which can be unsubstituted or substituted by one or moreOR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄; linear or branched C₁-C₄alkoxy,which can be unsubstituted or substituted by one or more OR₃, SR₃,SO₂NR₃R₄, NR₃R₄ or COOR₄; halogen; phenyl, which is substituted by oneor more OR₃, SR₃, SO₂NR₃R₄, NR₃R₄ or COOR₄, wherein R₃ signifies linearor branched C₁-C₈alkyl; C₃-C₈-alkenyl; C₃-C₈cycloalkyl; C₆-C₈aryl, whichcan be unsubstituted or substituted by one or more C₁-C₄alkyl,C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen; C₇-C₁₂aralkyl,which can be unsubstituted or substituted by one or more C₁-C₄alkyl,C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl or halogen orC₈-C₁₂aralkenyl, which can be unsubstituted or substituted by one ormore C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₁-C₄alkylene-morpholino; or C₁-C₄alkylene-piperidino and R₄signifies hydrogen; linear or branched C₁-C₈alkyl; C₃-C₈-alkenyl;C₃-C₈cycloalkyl; C₆-C₈aryl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₇-C₁₂aralkyl, which can be unsubstituted or substituted by oneor more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen or C₈-C₁₂aralkenyl, which can be unsubstituted or substituted byone or more C₁-C₄alkyl, C₅-C₆cycloalkyl, C₁-C₄alkoxy, C₁-C₄thioalkyl orhalogen; C₁-C₄alkylene-morpholino; or C₁-C₄alkylene-piperidino.
 10. Acosmetic formulation according to claim 1 comprising a) from 0.0001 to50% by weight, based on the total weight of the preparation, of at leastone pigment of formula (I), and b) from 50 to 99.9999% by weight, basedon the total weight of the preparation, of a cosmetically suitablecarrier.
 11. A cosmetic preparation or formulation according to claim 1,which is in the form of a stick comprising up to 99.9999% by weight offatty components.
 12. A cosmetic preparation or formulation according toclaim 1, which is in the form of an anhydrous or aqueous ointment orcream.
 13. A cosmetic preparation or formulation according to claim 1,which is in the form of a water-in-oil emulsion or in the form of anoil-in-water emulsion comprising from 1 to 98.8% by weight of the fattyphase, from 1 to 98.8% by weight of the aqueous phase and from 0.2 to30% by weight of an emulsifier, in each case based on the total weight.14. A cosmetic preparation or formulation according to claim 1, which isin the form of a powder and comprises an inorganic or organic filler.15. A cosmetic preparation or formulation according to claim 1, which isin the form of a nail varnish and comprises from 0.1 to 5% by weight ofthe pigment in a varnish base.
 16. A cosmetic preparation or formulationaccording to claim 1, which is in the form of a shampoo, a cream or agel for colouring the hair that is composed of the basic substancesconventionally employed in the cosmetics industry.
 17. A cosmeticpreparation or formulation according to claim 1, which additionallycomprises conventional cosmetic constituents.
 18. A cosmetic preparationor formulation according to claim 14, wherein the inorganic or organicfiller is talc, zinc stearate, mica, kaolin, nylon powders, polyethylenepowders, Teflon, starch, boron nitride, microspheres of copolymers,silicone resin microbeads, polyethylene powder or polyamide powder, andthe adjuvants are binders or colorants.
 19. A cosmetic preparation orformulation according to claim 1, wherein the conventional cosmeticconstituents are selected from perfumes, antioxidants, preservatives andUV filters.